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Organic : Chemistry homework help
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 Message 1 of 3 in Discussion 
From: MSN Nicknamebobbysgirl210  (Original Message)Sent: 4/10/2008 11:28 AM
CH3
l
CH3CH-CCH2CH2CH3
l l
OH CH3

I am stuck on this problem. Would someone explain how to break it down to find out what it is?
Thanks a lot!!
(I hope the problem posts the way it is suppose to).


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Reply
 Message 2 of 3 in Discussion 
From: MSN Nicknamebobbysgirl210Sent: 4/10/2008 11:36 AM
The problem did not post the way it is in my book. Let me see if I can relay what is should look like:
CH3
l
CH3CH-CCH2CH2CH3
l l
OH CH3
CH3 is above the 3rd C. The OH is beneath the second C. The CH3 is beneath the 3rd C.
I hope someone is able to help me.
Thanks again!!

Reply
 Message 3 of 3 in Discussion 
From: MSN Nickname·Steve·Sent: 4/10/2008 8:46 PM
I'll redraw the structure with a fixed-pitch font:
 
 
       CH3
       |
CH3-CH-C-CH2-CH2-CH3
    |  |
    OH CH3


There!  This is an alcohol, so we want to start by numbering the main chain starting from the end closest to the OH group, which is the left side in this case.  The main chain has 6 carbons which is hexane.  Drop "e" and add "ol" to convert to the alcohol name "hexanol."  Since the OH group is bonded to carbon #2, we have "2-hexanol."  Finally, we will prefix this "parent" alcohol name with the names of the other groups attached to the main chain, in alphabetical order and with their positions given:

"3-methyl-3-methyl-2-hexanol," which shortens to 3,3-dimethyl-2-hexanol

Note:  Some textbooks are going back to the more awkward (to me) "hexan-2-ol" instead of "2-hexanol."  Using this form, the full name is 3,3-dimethylhexan-2-ol.


Steve